Amazing Race near Westwinds, Maryland

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Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

Embark on a thrilling adventure in Annapolis! Unravel the city's rich history, from its days as the US capital to its vibrant present. Discover the tales of Princess Anne, Abraham Lincoln, and Duke Ellington. Marvel at the city's architectural wonders, learn about the oldest living people in Maryland, and even snap a selfie with your favorite statue. Uncover secrets of the past and solve riddles that will challenge your mind. This is Annapolis like you've never seen it before!

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About Puzzling Adventures

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Westwinds

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

Very enjoyable!

Kelly L.

This was so much fun! What a great adventure!

Michele P.

Image © Hey Darnold

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Puzzling Adventures Highlights

No reservations
Outdoor activity
Informative
Flat rate price
Photo Challenges
Team building
Enriching
250+ Locations
Kid friendly
Accessible
Exploration

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.

United States Department of Health

https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0

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Mapping 25 Northwest St., Annapolis, MD 21401

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directions

25 Northwest St., Annapolis, MD 21401

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More Information

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Directory

Treasure Hunt

Gentry Treasure Hunt Providence Cove Treasure Hunt Greenbriar Treasure Hunt Admiral Heights Treasure Hunt Bay View Heights Treasure Hunt Forest Villa Treasure Hunt Bestgate Terrace Treasure Hunt The Meadows Treasure Hunt Tyler Heights Treasure Hunt The Ridings Treasure Hunt Great Meadows Treasure Hunt Hidden Point Treasure Hunt Severn Forest Treasure Hunt Indian Hills Treasure Hunt Wardour Treasure Hunt Timber Creek Treasure Hunt Beechwood On The Burley Treasure Hunt Dulls Corner Treasure Hunt Harness Woods Treasure Hunt Truxton Heights Treasure Hunt Heritage Treasure Hunt Anchorage Treasure Hunt Rundelac Farm Treasure Hunt Brice Manor Treasure Hunt Bloomsbury Square Treasure Hunt Manresa Treasure Hunt New Point Treasure Hunt Watergate Village Treasure Hunt Threemile Oak Corner Treasure Hunt Bywater Estates Treasure Hunt Weems Creek Treasure Hunt Lands End Treasure Hunt Bembe Beach Treasure Hunt Ferry Farms Treasure Hunt Wetheridge Estates Treasure Hunt Severn Grove Treasure Hunt Annapolis Treasure Hunt Browns Woods Villa Treasure Hunt Annapolis Overlook Treasure Hunt Hickory Hills Treasure Hunt Loretta Heights Treasure Hunt Market Quay Treasure Hunt Wilshire Treasure Hunt Baytowne Village Treasure Hunt Winchester Treasure Hunt Captains Choice Treasure Hunt Victor Haven Treasure Hunt Captains Walk Treasure Hunt Harkness Creek Park Treasure Hunt The Courtyards Treasure Hunt Eastport Terrace Treasure Hunt Wardour Bluffs Treasure Hunt Westwinds Treasure Hunt Pines On Severn Treasure Hunt Bay Ridge Junction Treasure Hunt Cedarwood Cove Treasure Hunt Hillsmere Shores Treasure Hunt Riverview Manor Treasure Hunt Greenbriar Gardens Treasure Hunt Luce Creek Treasure Hunt Robinwood Treasure Hunt Painters Hill Treasure Hunt Lindamoor On The Severn Treasure Hunt Georgetown East Treasure Hunt Dellwood Treasure Hunt Knightsbridge Treasure Hunt Dorsey Heights Treasure Hunt Severnside Treasure Hunt Naval Academy Treasure Hunt Primrose Acres Treasure Hunt Bancroft Treasure Hunt West Woods Treasure Hunt Lincoln Heights Treasure Hunt Sturbridge Treasure Hunt Wilelinor Estates Treasure Hunt Winchester On The Severn Treasure Hunt Forest Meadows Treasure Hunt Parole Treasure Hunt The Village Treasure Hunt West Annapolis Treasure Hunt Old Annapolis Neck Treasure Hunt Town Home Village Treasure Hunt Eatons Landing Treasure Hunt Providence Historical Treasure Hunt Romar Estates Treasure Hunt Colony Hills Treasure Hunt Keys Farm Treasure Hunt Colonial Manor Estates Treasure Hunt Eastport Treasure Hunt Pendennis Mount Treasure Hunt Mariners Cove Treasure Hunt Round View Treasure Hunt Annapolis Roads Treasure Hunt Homewood Treasure Hunt Elktonia Treasure Hunt Hunt Meadows Treasure Hunt Dreams Landing Treasure Hunt Martins Cove Farm Treasure Hunt Browns Woods Treasure Hunt Mariners Point Treasure Hunt

Escape Room

Watergate Village Escape Room Mariners Cove Escape Room Town Home Village Escape Room Hillsmere Shores Escape Room Romar Estates Escape Room Baytowne Village Escape Room Bay Ridge Junction Escape Room Wardour Bluffs Escape Room Pendennis Mount Escape Room Providence Historical Escape Room Colonial Manor Estates Escape Room Weems Creek Escape Room Providence Cove Escape Room Homewood Escape Room Bywater Estates Escape Room Greenbriar Escape Room Naval Academy Escape Room Severnside Escape Room Ferry Farms Escape Room Wilshire Escape Room Severn Grove Escape Room Heritage Escape Room Browns Woods Villa Escape Room Captains Choice Escape Room Elktonia Escape Room The Village Escape Room Greenbriar Gardens Escape Room Westwinds Escape Room Riverview Manor Escape Room Hidden Point Escape Room Forest Meadows Escape Room Wilelinor Estates Escape Room Winchester Escape Room Primrose Acres Escape Room Victor Haven Escape Room Hunt Meadows Escape Room Dorsey Heights Escape Room Browns Woods Escape Room The Meadows Escape Room Anchorage Escape Room The Courtyards Escape Room Georgetown East Escape Room Eastport Terrace Escape Room Admiral Heights Escape Room Annapolis Overlook Escape Room Harness Woods Escape Room Severn Forest Escape Room Old Annapolis Neck Escape Room Cedarwood Cove Escape Room Harkness Creek Park Escape Room Wardour Escape Room Brice Manor Escape Room Wetheridge Estates Escape Room Indian Hills Escape Room The Ridings Escape Room Market Quay Escape Room Captains Walk Escape Room Annapolis Roads Escape Room Lincoln Heights Escape Room Threemile Oak Corner Escape Room Round View Escape Room Martins Cove Farm Escape Room Dulls Corner Escape Room Parole Escape Room Annapolis Escape Room Truxton Heights Escape Room Eastport Escape Room Sturbridge Escape Room New Point Escape Room Painters Hill Escape Room Mariners Point Escape Room Lands End Escape Room Timber Creek Escape Room Forest Villa Escape Room Knightsbridge Escape Room Bay View Heights Escape Room Winchester On The Severn Escape Room Robinwood Escape Room Hickory Hills Escape Room Luce Creek Escape Room Manresa Escape Room Lindamoor On The Severn Escape Room Rundelac Farm Escape Room West Woods Escape Room Pines On Severn Escape Room Dellwood Escape Room Bancroft Escape Room Dreams Landing Escape Room Bembe Beach Escape Room Loretta Heights Escape Room Colony Hills Escape Room Eatons Landing Escape Room Great Meadows Escape Room Tyler Heights Escape Room Keys Farm Escape Room Bloomsbury Square Escape Room Beechwood On The Burley Escape Room Gentry Escape Room West Annapolis Escape Room Bestgate Terrace Escape Room

Amazing Race

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Scavenger Hunt

Watergate Village Scavenger Hunt Browns Woods Villa Scavenger Hunt Lindamoor On The Severn Scavenger Hunt Naval Academy Scavenger Hunt Keys Farm Scavenger Hunt Captains Walk Scavenger Hunt Truxton Heights Scavenger Hunt Baytowne Village Scavenger Hunt Beechwood On The Burley Scavenger Hunt Hickory Hills Scavenger Hunt Harkness Creek Park Scavenger Hunt Painters Hill Scavenger Hunt Loretta Heights Scavenger Hunt Primrose Acres Scavenger Hunt Eastport Terrace Scavenger Hunt Winchester Scavenger Hunt Timber Creek Scavenger Hunt New Point Scavenger Hunt Harness Woods Scavenger Hunt Forest Villa Scavenger Hunt Great Meadows Scavenger Hunt Dreams Landing Scavenger Hunt Wilshire Scavenger Hunt Dulls Corner Scavenger Hunt Sturbridge Scavenger Hunt Wetheridge Estates Scavenger Hunt Providence Historical Scavenger Hunt Admiral Heights Scavenger Hunt Wardour Bluffs Scavenger Hunt Dorsey Heights Scavenger Hunt Pendennis Mount Scavenger Hunt Providence Cove Scavenger Hunt Town Home Village Scavenger Hunt Captains Choice Scavenger Hunt Severn Grove Scavenger Hunt Severnside Scavenger Hunt Bay Ridge Junction Scavenger Hunt Elktonia Scavenger Hunt Parole Scavenger Hunt Winchester On The Severn Scavenger Hunt Dellwood Scavenger Hunt Eatons Landing Scavenger Hunt Annapolis Roads Scavenger Hunt Pines On Severn Scavenger Hunt Round View Scavenger Hunt The Courtyards Scavenger Hunt Robinwood Scavenger Hunt Anchorage Scavenger Hunt Brice Manor Scavenger Hunt The Meadows Scavenger Hunt Weems Creek Scavenger Hunt Victor Haven Scavenger Hunt Martins Cove Farm Scavenger Hunt Eastport Scavenger Hunt Mariners Cove Scavenger Hunt Browns Woods Scavenger Hunt Lands End Scavenger Hunt Market Quay Scavenger Hunt Ferry Farms Scavenger Hunt Hunt Meadows Scavenger Hunt Old Annapolis Neck Scavenger Hunt Bywater Estates Scavenger Hunt Hillsmere Shores Scavenger Hunt Rundelac Farm Scavenger Hunt Gentry Scavenger Hunt Threemile Oak Corner Scavenger Hunt Bay View Heights Scavenger Hunt Homewood Scavenger Hunt West Woods Scavenger Hunt Annapolis Overlook Scavenger Hunt Knightsbridge Scavenger Hunt Romar Estates Scavenger Hunt Luce Creek Scavenger Hunt Riverview Manor Scavenger Hunt Severn Forest Scavenger Hunt Georgetown East Scavenger Hunt Bancroft Scavenger Hunt The Ridings Scavenger Hunt Wilelinor Estates Scavenger Hunt The Village Scavenger Hunt Bembe Beach Scavenger Hunt Wardour Scavenger Hunt Annapolis Scavenger Hunt Colony Hills Scavenger Hunt Tyler Heights Scavenger Hunt Greenbriar Gardens Scavenger Hunt Bestgate Terrace Scavenger Hunt Colonial Manor Estates Scavenger Hunt Westwinds Scavenger Hunt Heritage Scavenger Hunt West Annapolis Scavenger Hunt Forest Meadows Scavenger Hunt Manresa Scavenger Hunt Lincoln Heights Scavenger Hunt Bloomsbury Square Scavenger Hunt Indian Hills Scavenger Hunt Mariners Point Scavenger Hunt Cedarwood Cove Scavenger Hunt Hidden Point Scavenger Hunt Greenbriar Scavenger Hunt

Walking Tour

Painters Hill Walking Tour Market Quay Walking Tour Town Home Village Walking Tour Old Annapolis Neck Walking Tour West Annapolis Walking Tour Colony Hills Walking Tour West Woods Walking Tour Gentry Walking Tour Harkness Creek Park Walking Tour Bestgate Terrace Walking Tour Captains Walk Walking Tour Beechwood On The Burley Walking Tour Eastport Terrace Walking Tour Providence Cove Walking Tour Victor Haven Walking Tour Cedarwood Cove Walking Tour Dellwood Walking Tour Baytowne Village Walking Tour Westwinds Walking Tour Georgetown East Walking Tour Wardour Walking Tour Severn Grove Walking Tour Bloomsbury Square Walking Tour Wardour Bluffs Walking Tour Wetheridge Estates Walking Tour Winchester Walking Tour Brice Manor Walking Tour Watergate Village Walking Tour Homewood Walking Tour Mariners Cove Walking Tour Timber Creek Walking Tour Hillsmere Shores Walking Tour Eatons Landing Walking Tour Pendennis Mount Walking Tour Dorsey Heights Walking Tour Romar Estates Walking Tour Harness Woods Walking Tour Tyler Heights Walking Tour Heritage Walking Tour Dulls Corner Walking Tour Bancroft Walking Tour Great Meadows Walking Tour Bay View Heights Walking Tour Lincoln Heights Walking Tour Wilelinor Estates Walking Tour Lands End Walking Tour Captains Choice Walking Tour Truxton Heights Walking Tour Robinwood Walking Tour Greenbriar Walking Tour Colonial Manor Estates Walking Tour Forest Meadows Walking Tour Loretta Heights Walking Tour Winchester On The Severn Walking Tour Threemile Oak Corner Walking Tour Manresa Walking Tour The Meadows Walking Tour The Village Walking Tour Keys Farm Walking Tour Wilshire Walking Tour Dreams Landing Walking Tour Riverview Manor Walking Tour Bywater Estates Walking Tour Primrose Acres Walking Tour Anchorage Walking Tour Bembe Beach Walking Tour Ferry Farms Walking Tour Browns Woods Walking Tour Naval Academy Walking Tour Lindamoor On The Severn Walking Tour Forest Villa Walking Tour Indian Hills Walking Tour Round View Walking Tour Elktonia Walking Tour Eastport Walking Tour Admiral Heights Walking Tour Providence Historical Walking Tour Annapolis Walking Tour Rundelac Farm Walking Tour Weems Creek Walking Tour Greenbriar Gardens Walking Tour New Point Walking Tour Mariners Point Walking Tour The Courtyards Walking Tour Luce Creek Walking Tour Bay Ridge Junction Walking Tour Hunt Meadows Walking Tour Parole Walking Tour Martins Cove Farm Walking Tour Annapolis Roads Walking Tour Browns Woods Villa Walking Tour Annapolis Overlook Walking Tour Severn Forest Walking Tour Knightsbridge Walking Tour Severnside Walking Tour The Ridings Walking Tour Pines On Severn Walking Tour Sturbridge Walking Tour Hickory Hills Walking Tour Hidden Point Walking Tour

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